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Synfacts 2006(7): 0689-0689
DOI: 10.1055/s-2006-941867
DOI: 10.1055/s-2006-941867
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Enantioselective α-Oxygenation ofα-Diazoesters
T. C. Maier, G. C. Fu*
Massachusetts Institute of Technology, Cambridge, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. Juni 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200607/lookinside/thumbnails/10.1055-s-2006-941867-1.jpg)
Significance
In the presence of a Cu(II)/bisazaferrocene ligand, a variety of α-diazoesters were converted into the corresponding α-ether with unprecedented levels of enantioselectivity. Yields and ee values vary from moderate to excellent, and a variety of α-diazoesters and alcohols were used. The reaction is proposed to occur via an enantioselective carbenoid O-H insertion reaction.